Family-friendly vacation rentals in Lawrenceburg

A rustic cabin is nestled among trees, featuring a well-lit entryway and a front deck with two wooden lounge chairs. Soft evening light spills through the windows, creating a welcoming atmosphere. Stone stepping stones lead towards the doorway, enhancing the natural setting.

4.98 out of 5 average rating, 254 reviews

Romantic Cozy Cabin Getaway w/ Firepit & Hot Tub

Privately nestled on over 5 wooded acres & intentionally curated for your stay. Gain access to quiet, immerse yourself in nature, support your rejuvenation, & to tap into your creative flow. Amenities include on-site hiking trail, artist work space, wood burning stove, covered porch, hammocks, outdoor dining, fire pit, moon garden, salt-water hot tub, & outdoor shower. Close to Beaver Lake & located along the Bourbon Trail, just minutes from Wild Turkey & Four Roses distilleries. (Note:18+only)

KitchenFamilyHot tub

The exterior of a modern cottage is displayed, featuring a gray wood-paneled facade, a sloped roof, and a welcoming front entrance. A wooden staircase leads up to the porch, where inviting seating arrangements can be seen. Lush greenery surrounds the home, enhancing the tranquil setting.

4.97 out of 5 average rating, 186 reviews

Cottage On Crooked Creek

A tranquil cottage nestled in the lush countryside and situated right along the Bourbon Trail, this completely renovated rare find is located center of Lawrenceburg, Frankfort and Shelbyville and only 12 min to I-64. With five main bourbon distilleries just 30 min, local wineries within a stone's throw, Churchill Downs and Keeneland Racecourse equidistant and Taylorsville Lake nearby there is little left to be desired when staying here. This is the perfect spot to relax with family and friends.

KitchenIndoor spacesAmenities

4.99 out of 5 average rating, 163 reviews

A paved driveway stretches into the distance, flanked by lush green grass and a large tree. Wooden fencing borders the property, offering views of rolling hills and a colorful sunset sky above.

Farm stay in Frankfort

The Cottage at Seldom Scene Farm - Bourbon Trail

SELF CHECK-IN, CLEAN, PRIVATE OASIS. Restored log home on gorgeous 273 acre farm along the KY RIVER. Serene & natural setting, close to several popular BOURBON TRAIL sites & horse farms. 10 MIN to WOODFORD RESERVE and CASTLE & KEY distilleries. 8 MIN to STAVE Restaurant & Bourbon Bar. Scenic horse farms (ASHFORD, AIRDRIE, WINSTAR). Convenient to KEENELAND, KY HORSE PARK, Versailles, Midway, Frankfort, Lexington, Louisville! Hike, bike, fish, wildlife, sheep, goats, chickens, stars & campfires.

FamilyIndoor spacesBackyard

4.97 out of 5 average rating, 155 reviews

A cozy living area is presented with a television mounted on the wall. A black leather sofa faces a small wooden coffee table and two armchairs. Natural light filters through the windows, complemented by patterned curtains, creating a warm atmosphere.

Cottage in Salvisa

Cottage on the Bourbon Trail

Cottage located in the country. Enjoy amazing views from a covered front porch as you rock in comfortable rocking chairs. Fully furnished and beautifully decorated to make your stay comfortable and delightful. Memory foam mattresses for wonderful sleep and a kitchen for cooking if desired. Pool is behind owners residence and is shared with owners family and possibly 2 additional people June-Sept. We have recently also installed a Tesla High Powered Wall Charger w/60amps. We’d love to have you!

FamilyKitchenBackyard

4.96 out of 5 average rating, 243 reviews

A restored farmhouse is shown with a charming white exterior and a black roof. The front porch features white railings, while the surrounding lawn is well-maintained with a grassy area and some trees in the background.

Chalet in Lawrenceburg

Countryside On the Bourbon Trail, 22 Quiet Acres

Welcome to Sea Glass Farm. 1900's restored farmhouse with tons of charm! 22 acres of privacy. Cows may be present in pasture. The heart of The Bourbon Trail, the scenery and wildlife will not disappoint. The location is perfect for a rural getaway or relaxing stop on your Bourbon Trail experience. Minutes from shopping and restaurants; situated between I-64 and The Bluegrass Parkway. This place has been a dream of ours and we look forward to sharing it with you. Hosted by the owners.

Indoor spacesFamilyCleanliness

4.99 out of 5 average rating, 572 reviews

A red farmhouse tractor is positioned prominently in the foreground, with a vibrant red caboose labeled 'SOUTHERN X525' in the background. An outdoor pavilion with a gabled roof is partially visible, bordered by trees displaying autumn foliage.

Train in Lawrenceburg

Bourbon Trail: Caboose on the Farm

Nestled under the shadows of trees on a working cattle farm, The Southern x525 Caboose is now resting in the heart of the Bourbon Trail. Maintaining the industrial feel of an authentic caboose, while bringing in the warmth of handcrafted woodwork design, the Caboose on the Farm creates a unique experience like no other! Queen bed, twin bunkbeds, full bath, kitchenette. Beautiful outdoor pavilion with grill and fire pit. Working cattle farm, see cattle, goats, a donkey, a horse, and a pig!

FamilyIndoor spacesAccess

A covered patio is presented with a round table and four chairs, surrounded by flower pots. The space is enclosed by brick walls, with multiple large windows providing natural light. A well-maintained lawn offers a peaceful outdoor environment.

4.93 out of 5 average rating, 112 reviews

Comfort in the Bluegrass

Comfort in the Bluegrass is a very clean, home nestled in the heart of bourbon and horse country. If it’s a little R&R you’re after, or entertainment…. This is the perfect location for either! We sit in a beautiful 1.6 acres located in a quiet, peaceful area in Anderson county. You can choose to relax with your friends or family by the fire pit, or tour one (or several) of the many sites around here! We are in between Lexington and Louisville, and only a few miles from Frankfort.

KitchenIndoor spacesWalkability

4.99 out of 5 average rating, 293 reviews

Relax in the hot tub with a view of the River!

Welcome to the Kentucky River Bourbon Cabin! Relax and rejuvenate in this cozy cabin nestled in a wooded setting & on the edge of the Kentucky River! Here you will find peace and serenity in nature with an upfront view of the water. Secluded and private yet still close to stores, restaurants and many tourist attractions such as major distilleries and wineries. Four Roses, Wild Turkey, Woodford Reserve and Buffalo Trace are just a short drive away.

KitchenFamilyAccess

4.96 out of 5 average rating, 157 reviews

A functional kitchen features modern appliances, including a stove, refrigerator, and coffee maker. Light streams through two windows, illuminating the wooden countertop and the unique round window above the sink. A rustic wooden bar with seating creates a welcoming breakfast area.

Cabin in Versailles

Handcrafted Rustic Cabin on the Bourbon Trail

The cabin has been entirely built by the owner, Doris, (with help from family and friends) from reclaimed and local salvaged materials. Located on a beautiful Kentucky Scenic byway, on a working farm, the cabin is only 15 minutes from Wild Turkey Distillery, the town of Versailles , golf courses, dining, shopping, wineries and other major distilleries. 35 minutes from Keeneland race course, downtown Lexington, UK, Rupp Arena, the Horse Park and more .

FamilyKitchenQuiet

A gravel path leads up to the cabin, surrounded by lush greenery and tall trees. The cabin's exterior features a mix of wood and metal siding, with a deck extending from the entrance, providing a connection to the natural surroundings.

4.99 out of 5 average rating, 126 reviews

Hidden View Cabin

Welcome to Hidden View Cabin, a delightful cabin where seeing wildlife and listening to the sounds of nature are yours to enjoy! Take the scenic drive down the gravel lane to this private and peaceful place located among pine trees and overlooking a one acre pond. Whether you have come to relax and get away from it all or want to visit the many attractions throughout central Kentucky this is the place for you. Only 20 minutes from Lawrenceburg.

Indoor spacesKitchenWifi

4.97 out of 5 average rating, 187 reviews

A newly renovated cottage is featured with a dark blue exterior and wooden accents. The façade includes large windows adorned with shutters, while a gravel driveway extends toward the entrance. A gently sloping landscape with greenery is visible in the background.

Cabin in Mount Eden

Bourbon Country Cottage

Newly renovated cottage located in the country. Enjoy amazing views from the porch while enjoying the outdoor patio. Fully furnished to make your stay comfortable and delightful. Memory foam mattresses for wonderful sleep and a well equipped kitchen for cooking. Enjoy exploring the walking trails, creek and the 80 acre property while you stay. Stocked Fishing Pond Check out our other listing too, Bourbon Country Cabin, same property.

FamilyIndoor spacesHiking

Two wooden Adirondack chairs are positioned around a stoned fire pit, overlooking a tranquil lake. The scene features lush greenery and a group of ducks gently swimming in the water, complemented by a boathouse and kayaks in the background.

4.97 out of 5 average rating, 159 reviews

Bourbon Trail Bliss by the Lake, HotTub, Kayaks

Welcome to Your Ultimate Lakeside Retreat! Nestled on the renowned Bourbon Trail in the heart of The Kentucky Bluegrass, our spacious cabin offers a perfect blend of tranquility and adventure, while providing a place to connect with the people that mean the most. Whether you're a couple, a family, or a group of friends, there is something for everyone. Savor your memories like a perfect glass of aged whiskey at Bourbon Bliss by the Lake.

FamilyKitchenSleep quality

Popular amenities for Lawrenceburg family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.99 out of 5 average rating, 193 reviews

A bright living area features a comfortable gray sofa adorned with colorful throw pillows. A round coffee table sits atop a soft area rug, complemented by wooden chairs nearby. Natural light streams through multiple windows, creating a welcoming atmosphere in this open space.

Home in Frankfort

Limestone Landing - Cozy Luxury Retreat w/ HOT TUB

Indoor spacesKitchenNearby

4.96 out of 5 average rating, 124 reviews

The image collage features various spaces of a stylish home. A cozy lounge area with a fireplace is shown, alongside an outdoor hot tub surrounded by greenery. The dining area is connected to a deck, and a game room with a bar creates an inviting entertainment space.

Home in Bardstown

StillHill: HotTub GameRoom Whiskey Lounge Acreage

Indoor spacesFamilyCondition

4.96 out of 5 average rating, 104 reviews

Cottage in Lawrenceburg

Bourbon Barrel Cottages 3 Ky Bourbon Trail HOT TUB

KitchenIndoor spacesNearby

4.91 out of 5 average rating, 148 reviews

Lakeside Haven Cottage 4, Lake View, Hot Tub, Pool

FamilyKitchenHiking

4.82 out of 5 average rating, 127 reviews

A spacious cabin is set on a green lawn, featuring a wraparound porch supported by sturdy posts. The metal roof and wooden exterior harmonize with the surrounding trees. Rolling hills are visible in the distance under a cloudy sky.

Cabin in Harrodsburg

Governor's Private Cabin on Bourbon Trail w HotTub

FamilyKitchenBathroom

4.97 out of 5 average rating, 127 reviews

A charming bungalow exterior is highlighted by vibrant green siding and white accents. A covered porch with intricate railing invites guests, while a pathway leads through well-maintained landscaping adorned with flowers and fresh grass. The setting sun casts a warm glow over the home.

Home in Frankfort

River Row Bungalow

Indoor spacesKitchenLocation

4.94 out of 5 average rating, 112 reviews

A circular fire pit area is surrounded by six blue Adirondack chairs, positioned on a green lawn. The cabin, featuring a green metal roof and wooden exterior, is visible in the background among tall trees and open space.

Cabin in Shelbyville

Cabin with spectacular views, creek, & hot tub

Indoor spacesFamilyRiver

4.99 out of 5 average rating, 111 reviews

Home in Springfield

Bourbon Trail | Walk to Dine | Hot Tub * Fire Pit

KitchenFamilyGetting around

Family- and pet-friendly home rentals

Superhost

A charming backyard features a spacious patio area with a BBQ grill and seating under a sunshade. Lush green grass surrounds the patio, enhancing the outdoor setting. The home is painted in a deep blue, complemented by a colorful sunset creating a serene backdrop.

4.81 out of 5 average rating, 112 reviews

Bourbon Trail/8 mins to distilleries/Fenced Yard

KitchenFamilyCheckout

4.89 out of 5 average rating, 114 reviews

A spacious room showcases a king bed dressed in soft linens at its center, complemented by decorative cushions. A comfortable seating area includes a tufted ottoman. A dining table for two is positioned beside the kitchen, which features modern appliances. Exposed brick adds character to the space.

Apartment in Frankfort

Location! Stylish Downtown Frankfort Studio Apt

KitchenIndoor spacesAmenities

4.95 out of 5 average rating, 120 reviews

A unique circular structure made of wood stands on a wooden deck surrounded by vibrant wildflowers. The entrance features a sliding door, while a small shelf extends from the side, inviting guests to explore the natural setting.

Farm stay in Chaplin

Cottage Retreat at Tiwazzen Farm

Indoor spacesFamilyWifi

4.98 out of 5 average rating, 103 reviews

A charming exterior view of a two-story bungalow features blue-green siding and a welcoming front porch. American flags are displayed, while flower beds with various plants enhance the landscaped front yard. The stone walkway leads to the entrance, inviting visitors to approach the home.

Home in Frankfort

The Crafty Bourbon Bungalow Apartment

KitchenIndoor spacesWalkability

4.98 out of 5 average rating, 274 reviews

An outdoor space features a fire pit surrounded by four adirondack chairs and two wooden benches. The gravel area is set against a backdrop of lush greenery, with the cabin visible in the distance. Bright red umbrellas provide shade over the seating area.

Cabin in Sadieville

*Unique Wooded Cabin*4 beds 20 min from The Ark

Indoor spacesKitchenNearby

4.98 out of 5 average rating, 688 reviews

An elegant two-story white barn structure is set against a blue sky dotted with clouds. A prominent cupola with a weather vane crowns the roof. Trimmed bushes and small trees flank the sides, adding greenery to the scenic rural landscape.

Farm stay in Springfield

The Getaway in Bourbon Country with Breakfast

FamilyIndoor spacesAccuracy

4.95 out of 5 average rating, 187 reviews

An outdoor area is visible, featuring a fire pit surrounded by several chairs and a picnic table. Lush green grass is present, complemented by trees in the background. An active railroad bridge looms above, with soft, diffuse light filtering through the clouds.

Cabin in Wilmore

Highbridge River Cabin, Private Dock, EV Charger

Indoor spacesFamilyGetting around

Superhost

A modern living room features a dark sectional sofa accompanied by two light-colored armchairs. A natural woven rug covers the floor, and a small wooden coffee table sits in the center. Greenery from a potted plant adds a touch of nature, complemented by soft lighting from a floor lamp.

4.84 out of 5 average rating, 186 reviews

The Homestead| Downtown| Near Bourbon Trail

FamilyIndoor spacesAmenities

Family-friendly home rentals with a pool

4.96 out of 5 average rating, 108 reviews

A rustic log cabin is partially visible through surrounding greenery. The cabin's wooden exterior is complemented by two windows and a centrally located door, which features a simple design. The natural landscape evokes a serene rural setting.

Cabin in Paris

1791 Cabin on Historic Horse Farm

Indoor spacesFamilySleep quality

4.88 out of 5 average rating, 134 reviews

Cottage in Winchester

Life is Better On The River

Indoor spacesFamilyCondition

4.96 out of 5 average rating, 162 reviews

Two horses are depicted, one dark brown and the other light chestnut, standing side by side. They are adorned with riding gear, their eyes focused on the landscape ahead, which features rolling hills blanketed in greenery and autumn foliage.

Farm stay in Harrodsburg

The Bunkhouse at Big Red Stables

KitchenIndoor spacesLayout

4.97 out of 5 average rating, 147 reviews

An aerial view captures the property surrounded by lush farmland. The layout includes a swimming pool and neighboring structures, featuring manicured lawns and ample greenery. A winding driveway leads through the landscape, emphasizing the spaciousness of the 72-acre setting.

Farm stay in Raywick

Missy’s unique stays on the bourbon trail .

KitchenIndoor spacesAccess

Home in Washington County

4.99 out of 5 average rating, 189 reviews

Bourbon Trail POOL-ZONE! GameRm! Hottub! 3 acres!

Indoor spacesKitchenCheck-in

4.95 out of 5 average rating, 221 reviews

Luxury Retreat with Hot Tub

Indoor spacesKitchenDecor

A two-story cottage with light gray siding and a symmetrical facade is shown. The front porch features wooden steps leading to an inviting entrance. Lush green hedges frame the exterior, while a gravel driveway extends to the left, emphasizing the cottage's serene setting.

4.83 out of 5 average rating, 126 reviews

Lake Livin' & Bourbon Sippin'

FamilyIndoor spacesAccess

A living area features comfortable seating arranged around a wooden coffee table. A stone fireplace with an electric insert is positioned beneath a flat-screen television mounted on the wall. The warm red walls create a cozy backdrop, and kitchen facilities are visible in the background.